Tetrahedron Letters

Selective esterification of the polyphenol resveratrol at the 4′-position

MJ Acerson, MB Andrus

Index: Acerson, Mark J.; Andrus, Merritt B. Tetrahedron Letters, 2014 , vol. 55, # 3 p. 757 - 760

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Citation Number: 5

Abstract

Abstract Selective esterification of the polyphenol resveratrol was performed under thermodynamic conditions using NaH and acid anhydrides to directly access 4′-esters. Standard conditions with acetyl chloride and pyridine showed poor selectivity, favoring esterification at the 3-position. The extended 4′-phenolate anion is generated in preference to the 3-phenolate under the new anhydride-sodium hydride-DMSO conditions ...

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